Pesticidally active bicyclic heterocycles with sulphur containing substituents

Abstract

Compounds of the formula (I), and the agrochemically acceptable salts and N-oxides of those compounds, including all stereoisomers and tautomeric forms, and wherein the substituents are as defined in claim 1 , are useful for controlling animal pests and can be prepared in a manner known per se.

The invention claimed is: 
     
       1. A compound of the formula I 
       
         
           
           
               
               
           
         
         wherein 
         X is S═N—R 10  or S(O)═N—R 10 , wherein R 10  is hydrogen, nitro, cyano, C(O)R 26 , C(O)OR 27 , CONR 28 R 29 , SO 2 R 30 , CONH 2 , C(S)NH 2 ; or R 10  is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl or C 1 -C 6 alkoxy-C 1 -C 6 alkyl; 
         R is hydrogen, halogen, C 1 -C 4 haloalkyl, OR 31  or S(O) n R 32 ; 
         X 1  is O, S or N—R 3 , wherein R 3  is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or C 1 -C 6 alkoxy-C 1 -C 6 alkyl, or X 1  is N-(4-methoxy-benzyl) or N-(propargyl); 
         X 2  is N, CH, C-halogen, C—CN, C—O—C 1 -C 4 alkyl, C—S—C 1 -C 4 alkyl, C—SO 2 —C 1 -C 4 alkyl, C—S-phenyl, C—SO 2 -phenyl or C—SO 2 —C 1 -C 4 halolakyl; 
         R 1  is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; 
         R 2  is halogen, C 1 -C 4 haloalkyl, OR 31 , S(O) n R 32 , or SF 5 ; 
         R 4  is hydrogen or halogen; 
         R 26  is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl or C 1 -C 6 alkoxy-C 1 -C 6 alkyl: 
         R 27 , R 28 , R 29 , R 30  independently of one another are C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl or C 1 -C 6 alkoxy-C 1 -C 6 alkyl; 
         R 31  and R 32  independently of one another are C 1 -C 4 alkyl or C 1 -C 4 haloalkyl; 
         n is 0, 1 or 2; and 
         agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds. 
       
     
     
       2. A compound of formula I according to  claim 1 , wherein the compound of formula I is represented by the compounds of formula I-1 
       
         
           
           
               
               
           
         
         wherein 
         X 3  is S═N—R 10  or S(O)═N—R 10  and R 10  is hydrogen, cyano or C(O)CF 3 ; 
         R 5  is hydrogen, halogen or C 1 -C 4 haloalkyl; R 6  is methyl, ethyl, n-propyl or i-propyl; and R 7  is halogen or C 1 -C 4 haloalkyl; and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds. 
       
     
     
       3. A compound of formula I according to  claim 1 , wherein the compound of formula I is represented by the compounds of formula I-1a 
       
         
           
           
               
               
           
         
         wherein 
         X 3a  is S(O)═N—R 10  and R 10  is C 1 -C 6 alkyl, C(O)R 26 , C(O)OR 27 , CONR 28 R 29 , SO 2 R 30 , CONH 2  or C(S)NH 2 ; 
         in which R 26  is hydrogen, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and R 27 , R 28 , R 29 , R 30  independently of one another are C 1 -C 6 alkyl; 
         R 5a  is hydrogen, halogen or C 1 -C 4 haloalkyl; R 6a  is methyl, ethyl, n-propyl or i-propyl; and R 7a  is halogen or C 1 -C 4 haloalkyl; and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds. 
       
     
     
       4. An insecticidal, acaricidal, nematicidal or molluscicidal composition, comprising an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I according to  claim 1  and a suitable carrier or diluent therefor.